Rock the Boat

Anchor Man: The Legend of A$AP Rocky

I once saw Harlem-born rapper A$AP Rocky silence a party of 150 people just so he could hear the ringer of his iPhone, which he'd misplaced. The people listened. His phone was found. Rocky's cocky ascension into stardom has been one part dope rhymes, one part highly evolved style. "I wanted to model when I was younger," he says. "I was always into clothes and shit." It's a fact that's constantly reinforced by his lyrics (Drop-crotch Jeremy Scott pants, bitch it's Hammer time) and by menswear blogs that practically worship him. "I'm the man on those things," Rocky gloats. "I don't really look at them. Well, I guess I do, but only when I'm looking at myself. I inspire me." And that's the third ingredient in his ascension: star power. The man behind hits like "Fuckin' Problems" has a cool so untouchable it landed him on a world tour with Rihanna and earned him the assurance that as long as he's got an army of fans, he'll never lose his phone again.—Mark Anthony Green

Catch the Wave

Right now, every store you walk into, from Tom Ford to A.P.C. to Gant, is channeling one look: the natty sailor. That means blinding whites, lots of layers, and enough stripes to make the girls go cross-eyed.

On women: Bikinis by Missoni. Sunglasses, from left by Alexander McQueen, Jimmy Choo. Necklace (left) by David Yurman. Necklace and earrings (right) by Jennifer Fisher.

The No-Sweat Sweater

Some sweaters are actually meant for warm weather. This one used to be a sailor's first line of defense against the elements—now it's your first line of defense against another summer full of T-shirts.

The nautical color palette is blue and white with hits of red and yellow. For the latter, try a bold, bright rain slicker—it should hit mid-thigh, and you can wear it over a polo, a suit, or just a few tattoos.

On women: Left, Bikini by Emilio Pucci. Top bracelet and earrings by Jennifer Fisher. Link bracelet by David Yurman. Heels by Christian Louboutin. Right, Bikini by Missoni. Bracelet and heels by Hermès.

All Decked Out

This look hits all the nautical notes: rolled shorts, rope belt, bold stripes, and a naval coat. And the simplicity of each piece means you can wear them together without looking like Popeye or Gilligan.

Jacket, $1,200 by Nautica. Pants, $219 by Closed. Belt by Men In Cities. Key chain by Louis Vuitton. Necklaces and cord bracelet by Miansai. Link bracelet by David Yurman. Watch by Rolex. Sunglasses by Jason Schwartzman for Lookmatic.

Jacket, $1,200 by Nautica. Pants, $219 by Closed. Belt by Men In Cities. Key chain by Louis Vuitton. Necklaces and cord bracelet by Miansai. Link bracelet by David Yurman. Watch by Rolex. Sunglasses by Jason Schwartzman for Lookmatic.

Rock the Boat

Yeah, Picasso and Hemingway wore them back in the day. But brash, dashing seafaring clothes that announce you as a cosmopolitan playboy are having their biggest moment ever here and now. Sail into style this summer like rising hip-hop dynamo A$AP Rocky

I once saw Harlem-born rapper A$AP Rocky silence a party of 150 people just so he could hear the ringer of his iPhone, which he'd misplaced. The people listened. His phone was found. Rocky's cocky ascension into stardom has been one part dope rhymes, one part highly evolved style. "I wanted to model when I was younger," he says. "I was always into clothes and shit." It's a fact that's constantly reinforced by his lyrics (Drop-crotch Jeremy Scott pants, bitch it's Hammer time) and by menswear blogs that practically worship him. "I'm the man on those things," Rocky gloats. "I don't really look at them. Well, I guess I do, but only when I'm looking at myself. I inspire me." And that's the third ingredient in his ascension: star power. The man behind hits like "Fuckin' Problems" has a cool so untouchable it landed him on a world tour with Rihanna and earned him the assurance that as long as he's got an army of fans, he'll never lose his phone again.—Mark Anthony Green

Catch the Wave

Right now, every store you walk into, from Tom Ford to A.P.C. to Gant, is channeling one look: the natty sailor. That means blinding whites, lots of layers, and enough stripes to make the girls go cross-eyed.